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381489

Sigma-Aldrich

Trimethylolpropane tris(3-mercaptopropionate)

≥95.0%

Synonym(s):

1,1,1-Trimethylolpropane-tris(3-mercaptopropionate), 2,2-Bis(3-sulfanylpropanoyloxymethyl)butyl 3-sulfanylpropanoate, Trimethylolpropane tris(β-mercaptopropionate), Trimethylolpropane tris(3-mercaptopropanoate), Trimethylolpropane tris(3-mercaptopropropionate)

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About This Item

Linear Formula:
(HSCH2CH2CO2CH2)3CC2H5
CAS Number:
33007-83-9
Molecular Weight:
398.56
EC Number:
251-336-1
MDL number:
MFCD00046842
UNSPSC Code:
12352100
PubChem Substance ID:
24863821
NACRES:
NA.22

Assay

≥95.0%

refractive index

n20/D 1.518 (lit.)

bp

220 °C/0.3 mmHg (lit.)

density

1.21 g/mL at 25 °C (lit.)

SMILES string

CCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS

InChI

1S/C15H26O6S3/c1-2-15(9-19-12(16)3-6-22,10-20-13(17)4-7-23)11-21-14(18)5-8-24/h22-24H,2-11H2,1H3

InChI key

IMQFZQVZKBIPCQ-UHFFFAOYSA-N

General description

Trimethylolpropane tris(3-mercaptopropionate) is reported as a multi-thiol crosslinking reagent.

Application

Trimethylolpropane tris(3-mercaptopropionate) may be used in the following studies:
  • Preparation of hydrogels, via crosslinking inulin derivatives.
  • Construction of porous hybrid monolithic materials.
  • As monomer for the preparation of a new thiol-ene based polymeric fluorescence sensor, via photo initiated polymerization.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Soner Cubuk et al.
Analytica chimica acta, 812, 215-221 (2014-02-05)
This study describes the preparation and the characterization of a new thiol-ene based polymeric fluorescence sensor by photo initiated polymerization of trimethylolpropane tris(3-mercaptopropionate), 2-hydroxyethylacrylate, and 2,4,6-triallyloxy-1,3,5-triazine which are used as monomers and also a photo initiator (2,2-dimethoxy-2-phenylacetophenone) for its usage
Giovanna Pitarresi et al.
Macromolecular bioscience, 8(10), 891-902 (2008-06-26)
Inulin was chosen as a starting polymer for biocompatible, pH-sensitive and biodegradable hydrogels. Three INUDVSA-TT hydrogels were obtained by crosslinking inulin derivatives with trimethylolpropane tris(3-mercaptopropionate) under varying conditions. The resulting hydrogels were cell compatible, as demonstrated by MTS and trypan
Hayden E Fowler et al.
Soft matter, 16(2), 330-336 (2019-11-09)
Programming the local orientation of liquid crystal elastomers (LCEs) is a differentiated approach to prepare monolithic material compositions with localized deformation. Our prior efforts prepared LCEs with surface-enforced spatial variations in orientation to localize deformation when the LCEs were subjected
K Lipponen et al.
The Analyst, 142(14), 2552-2557 (2017-06-16)
A micropillar array electrospray ionization (μPESI) platform fabricated from thiol-enes with 56 individual polyethylene glycol coated μPESI chips for bioanalytical mass spectrometry is introduced. Bioanalysis capability is shown by measurement of a protein, a protein digest and a cell lysate
Sari Tähkä et al.
Analytical and bioanalytical chemistry, 411(11), 2339-2349 (2019-03-23)
We introduce rapid replica molding of ordered, high-aspect-ratio, thiol-ene micropillar arrays for implementation of microfluidic immobilized enzyme reactors (IMERs). By exploiting the abundance of free surface thiols of off-stoichiometric thiol-ene compositions, we were able to functionalize the native thiol-ene micropillars
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